Draw the structure of aspirin. Circle and name the functional group with makes aspirin an acid.

Expert Solution

Aspirin is widely used as an analgesic (pain reliever) and an antipyretic (for reducing fever). It is also used to help prevent heart attacks, strokes, and blood clot formation in people at risk of developing blood clots.
Aspirin (acetylsalicylic acid) is an aromatic compound containing both a carboxylic acid functional group and an ester functional group.
Aspirin is a weak acid that is only slightly soluble in water.
Aspirin can be prepared by reacting salicylic acid and acetic anhydride in the presence of an acid catalyst.
Structure of Aspirin (acetylsalicylic acid)
Aspirin (acetylsalicylic acid) contains three groups:
carboxylic acid functional group (R-COOH)
ester functional group (R-O-CO-R')
aromatic group (benzene ring)
Properties of Aspirin (acetylsalicylic acid)

Acidity
Aspirin is a monoprotic weak acid, K_a = 2.8 x 10^-4 at 25^oC, so very little of the molecular aspirin (acetylsalicylic acid) dissociates to form acetylsalicylate ions.
For the equilibrium dissociation reaction:

aspirin (acetylsalicylic acid) acetylsalicylate ion + H⁺

+ H⁺

the equilibrium position lies well to the left, favouring molecular aspirin.
Solubility

queen_honey_blossom answered 5 months ago

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